KR102066549B1 - Photosensitive resin composition, black pixel defining layer using the same and display device - Google Patents

Abstract

(상기 화학식 1에서, 각 치환기는 명세서에 정의된 바와 같다.)(A) Binder resin containing a repeating unit represented by following formula (1); (B) a black colorant; (C) photopolymerizable monomer; (D) photoinitiator; And (E) a photosensitive resin composition comprising a solvent, a display device including a black pixel barrier layer and a black pixel barrier layer manufactured using the same.
[Formula 1]

(In Formula 1, each substituent is as defined in the specification.)

Description

Photosensitive resin composition, black pixel partition layer and display device using the same {PHOTOSENSITIVE RESIN COMPOSITION, BLACK PIXEL DEFINING LAYER USING THE SAME AND DISPLAY DEVICE}

The present disclosure relates to a photosensitive resin composition, a black pixel partition layer and a display device using the same.

The photosensitive resin composition is a material essential for the production of display elements such as color filters, liquid crystal display materials, display devices such as organic light emitting elements, and display device panel materials. For example, in a color filter such as a color liquid crystal display, in order to increase the display contrast and the color development effect, photosensitivity such as a black pixel partition wall layer is formed at a boundary between colored layers such as red, green, and blue. A resin film is required, and this photosensitive resin film is mainly formed from the photosensitive resin composition.

In particular, a photosensitive resin film such as a pixel partition layer used as a material of a display device panel should have a low taper angle in order to have processability and device reliability. In addition, a colorant such as a pigment or a dye that absorbs light in the visible region for light shielding properties should be used.

Conventionally, polyimide, polybenzoxazole, or precursors thereof are used as the binder resin in the photosensitive resin composition for heat resistance, sensitivity, or low outgas characteristics, but there is a problem that the contrast ratio is lowered when the pattern is formed after exposure.

Therefore, the research to develop the photosensitive resin composition for black pixel partition layer manufacture which can solve the said problem is continued.

One embodiment is to provide a photosensitive resin composition having a low taper and excellent sensitivity.

Another embodiment is to provide a black pixel partition layer manufactured using the photosensitive resin composition.

Another embodiment is to provide a display device including the black pixel partition layer.

One embodiment is (A) a binder resin comprising a repeating unit represented by the formula (1); (B) a black colorant; (C) photopolymerizable monomer; (D) photoinitiator; And (E) provides a photosensitive resin composition comprising a solvent.

[Formula 1]

In Chemical Formula 1,

X ¹ is an oxygen atom, a sulfur atom or a substituted or unsubstituted C1 to C10 alkylene group,

L ¹ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,

R ¹ and R ² are each independently represented by the following formula (2),

[Formula 2]

In Chemical Formula 2,

L ² and L ⁴ are each independently * -C (= 0)-* or a substituted or unsubstituted C1 to C10 alkylene group,

L ³ is "C6 to C20 arylene group containing a hydroxy group or a carboxyl group at the terminal" or "C1 to C10 alkylene group containing a hydroxyl group or a carboxyl group at the terminal",

L ⁵ is a substituted or unsubstituted C1 to C10 alkylene group,

n1 is an integer of 0 or 1.

L ³ may be represented by the following Chemical Formula 2-1 or Chemical Formula 2-2.

[Formula 2-1]

[Formula 2-2]

In Chemical Formulas 2-1 and 2-2,

R ³ and R ⁴ are each independently a hydroxyl group or a carboxy group,

L ⁶ is an oxygen atom or * -OC (= O)-*.

X ¹ may be an “oxygen atom” or a “C 1 to C 10 alkylene group substituted with a C 1 to C 5 alkyl group substituted with a halogen element”.

L ¹ may be a “single bond” or “C1 to C10 alkylene group substituted with C1 to C5 alkyl group substituted with halogen element”.

The binder resin may include a functional group represented by the following Formula 3 at the terminal.

[Formula 3]

In Chemical Formula 3,

L ⁷ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,

R ⁵ is represented by the formula (2).

The binder resin may have a weight average molecular weight of 3,000 g / mol to 20,000 g / mol.

The black colorant may include an organic black pigment.

The photopolymerizable monomer may include a compound including at least two or more functional groups represented by Formula 4 below.

[Formula 4]

In Chemical Formula 4,

R ⁶ is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,

L ⁸ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group.

The compound including at least two or more functional groups represented by Formula 4 may be a compound represented by Formula 5 or Formula 6.

[Formula 5]

[Formula 6]

In Chemical Formulas 5 and 6,

p, q, r and s are each independently an integer of 1 to 10.

The said photosensitive resin composition is 1 weight%-20 weight% of said (A) binder resin with respect to the total amount of photosensitive resin composition; 1% to 20% by weight of the black colorant (B); 0.5 wt% to 10 wt% of the (C) photopolymerizable monomer; 0.1% to 5% by weight of the photopolymerization initiator (D); And (E) may include the remaining amount of the solvent.

The photosensitive resin composition may further include an additive of malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a surfactant, a radical polymerization initiator, or a combination thereof.

Another embodiment provides a Black Pixel Defining Layer manufactured by using the photosensitive resin composition.

Another embodiment provides a display device including the black pixel partition layer.

The display device may be an organic light emitting diode (OLED).

Other details of aspects of the invention are included in the following detailed description.

The photosensitive resin composition according to the exemplary embodiment includes a binder resin including a specific repeating unit having a carboxyl group (and / or a hydroxyl group) in the middle thereof, thereby maintaining a low taper and having excellent sensitivity, and a black pixel partition layer layer and a display including the same. A device can be provided.

Hereinafter, embodiments of the present invention will be described in detail. However, this is presented as an example, by which the present invention is not limited and the present invention is defined only by the scope of the claims to be described later.

Unless stated otherwise in the specification, "alkyl group" means a C1 to C20 alkyl group, "alkenyl group" means a C2 to C20 alkenyl group, and "cycloalkenyl group" means a C3 to C20 cycloalkenyl group , "Heterocycloalkenyl group" means a C3 to C20 heterocycloalkenyl group, "aryl group" means a C6 to C20 aryl group, "arylalkyl group" means a C6 to C20 arylalkyl group, "alkylene group" Is a C1 to C20 alkylene group, and "arylene group" refers to a C6 to C20 arylene group, and "alkylarylene group" refers to a C6 to C20 alkylarylene group, and a "heteroarylene group" to C3 to C20 hetero It means an arylene group and a "alkoxy group" means a C1-C20 alkoxylene group.

Unless stated otherwise in the present specification, "substituted" means that at least one hydrogen atom is halogen atom (F, Cl, Br, I), hydroxy group, C1 to C20 alkoxy group, nitro group, cyano group, amine group, imino group, Azido, amidino, hydrazino, hydrazono, carbonyl, carbamyl, thiol, ester, ether, carboxyl or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C1 To C20 alkyl, C2 to C20 alkenyl, C2 to C20 alkynyl, C6 to C20 aryl, C3 to C20 cycloalkyl, C3 to C20 cycloalkenyl, C3 to C20 cycloalkynyl, C2 to C20 heterocycloalkyl, C2 To C20 heterocycloalkenyl group, C2 to C20 heterocycloalkynyl group, C3 to C20 heteroaryl group, or a combination thereof.

In addition, unless otherwise specified in the present specification, "hetero" means that at least one hetero atom of N, O, S, and P is included in a chemical formula.

Also, unless stated otherwise in the present specification, "(meth) acrylate" means that both "acrylate" and "methacrylate" are possible, and "(meth) acrylic acid" means "acrylic acid" and "methacrylic acid". "Both mean it's possible.

Unless otherwise defined herein, “combination” means mixed or copolymerized. In addition, "copolymerization" means block copolymerization to random copolymerization, and "copolymer" means block copolymer to random copolymerization.

Unless otherwise defined in the chemical formulas herein, when a chemical bond is not drawn at the position where the chemical bond is to be drawn, it means that a hydrogen atom is bonded at the position.

Unless otherwise defined herein, "*" means the part connected with the same or different atoms or formulas.

Photosensitive resin composition according to one embodiment includes (A) a binder resin comprising a repeating unit represented by the formula (1); (B) a black colorant; (C) photopolymerizable monomer; (D) photoinitiator; And (E) solvent.

[Formula 1]

In Chemical Formula 1,

X ¹ is an oxygen atom, a sulfur atom or a substituted or unsubstituted C1 to C10 alkylene group,

L ¹ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,

R ¹ and R ² are each independently represented by the following formula (2),

[Formula 2]

In Chemical Formula 2,

L ² and L ⁴ are each independently * -C (= 0)-* or a substituted or unsubstituted C1 to C10 alkylene group,

L ³ is "C6 to C20 arylene group containing a hydroxy group or a carboxyl group at the terminal" or "C1 to C10 alkylene group containing a hydroxyl group or a carboxyl group at the terminal",

L ⁵ is a substituted or unsubstituted C1 to C10 alkylene group,

n1 is an integer of 0 or 1.

Since the binder resin used in the conventional photosensitive resin composition does not include the repeating unit represented by Chemical Formula 1, there is a problem that the contrast ratio is lowered when the pattern is formed by developing with an aqueous developer after exposure. Therefore, there has been an attempt to increase the ratio of the photopolymerizable monomer in order to increase the photocuring ratio. In this case, the contrast ratio is improved, but rather, a new problem of inferior heat resistance occurs.

Since the photosensitive resin composition uses a binder resin including a repeating unit represented by Chemical Formula 1, it has excellent heat resistance and contrast ratio, and has a stable forward taper pattern (low taper angle of 25 ° to 40 °). At the same time, sensitivity can be improved. More specifically, the repeating unit represented by Chemical Formula 1 may have a linking group including a carboxyl group (and / or a hydroxyl group) at its terminal, thereby lowering the taper angle of the pattern formed using the aqueous developer and improving sensitivity.

Each component is demonstrated concretely below.

(A) binder resin

The binder resin in the photosensitive resin composition according to one embodiment includes a repeating unit represented by Chemical Formula 1. The binder resin has a linking group including a carboxyl group (and / or hydroxy group) in the repeating unit represented by Chemical Formula 1, and an aqueous developing solution should be used when developing the photosensitive resin composition including the same. When an organic developer is used, developability may be very low and may not be desirable.

For example, L ³ may be represented by the following Chemical Formula 2-1 or Chemical Formula 2-2.

[Formula 2-1]

[Formula 2-2]

In Chemical Formulas 2-1 and 2-2,

R ³ and R ⁴ are each independently a hydroxyl group or a carboxy group,

L ⁶ is an oxygen atom or * -OC (= O)-*.

For example, R ³ and R ⁴ may be each independently a carboxy group, and L ⁶ may be * -OC (= 0)-*.

For example, n1 is an integer of 1, and L ³ may be represented by Chemical Formula 2-1.

For example, n1 is an integer of 0, and L ³ may be represented by Chemical Formula 2-2.

X ¹ may be an “oxygen atom” or a “C 1 to C 10 alkylene group substituted with a C 1 to C 5 alkyl group substituted with a halogen element”. For example, X ¹ may be an “oxygen atom” or a “C 1 to C 10 alkylene group substituted with a C 1 to C 5 alkyl group substituted with a trifluoroalkyl group”. For example, X ¹ may be an oxygen atom or * —C (CF ₃ ) ₂ — *.

L ¹ may be a “single bond” or “C1 to C10 alkylene group substituted with C1 to C5 alkyl group substituted with halogen element”. For example, L ¹ may be a “C 1 to C 10 alkylene group substituted with a C 1 to C 5 alkyl group substituted with a single bond or a trifluoroalkyl group”. For example, L ¹ may be a single bond or * -C (CF ₃ ) _2- *.

The binder resin may include a functional group represented by the following Formula 3 at the terminal.

[Formula 3]

In Chemical Formula 3,

L ⁷ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,

R ⁵ is represented by the formula (2).

The definition for R ⁵ may be the same as for Formula 2 above.

When the binder resin includes a functional group represented by the formula (3) at the terminal, the binder resin has a linking group including a carboxyl group (and / or hydroxy group) at the terminal, thereby the taper angle of the pattern formed using the aqueous developer Lower the sensitivity and further improve the sensitivity.

The binder resin may have a weight average molecular weight of 3,000 g / mol to 20,000 g / mol. When the weight average molecular weight of the binder resin is in the above range, it has excellent pattern formability, and the manufactured thin film may have excellent mechanical and thermal properties.

The binder resin may be included in an amount of 1 wt% to 20 wt%, such as 1 wt% to 15 wt%, based on the total amount of the photosensitive resin composition. When the binder resin is included in the above range, excellent sensitivity, developability, resolution and linearity of the pattern can be obtained.

(B) black colorant

The black colorant in the photosensitive resin composition according to one embodiment may include an organic black pigment to increase the light blocking property and to easily implement black.

In general, carbon black is used alone as a black colorant to improve light shielding properties. However, when carbon alone is used alone, optical density is excellent, but other properties other than optical density such as electrical properties are deteriorated.

According to one embodiment, since the organic black pigment is used as the black colorant, the light shielding property may be slightly lower than that of carbon black alone, but it has sufficient light shielding performance and further improves other characteristics such as electrical characteristics. You can.

For example, the black colorant in the photosensitive resin composition according to one embodiment may further include carbon black together with the organic black pigment, thereby further improving light blocking property. In addition to the organic black pigments, black pigments through color mixing such as RGB black may be used, and each may be used alone.

When using the organic black pigment or a mixture of the organic black pigment and carbon black which is an inorganic black pigment as the black colorant, a dispersant may be used together to disperse the pigment. Specifically, the pigment may be used by surface treatment with a dispersant in advance, or may be used by adding a dispersant together with the pigment when preparing the composition.

As the dispersant, a nonionic dispersant, an anionic dispersant, a cationic dispersant, or the like may be used. Specific examples of the dispersant include polyalkylene glycols and esters thereof, polyoxyalkylenes, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, and carboxylates. , Alkyl amide alkylene oxide adducts, alkyl amines, and the like, and these may be used alone or in combination of two or more thereof.

Examples of commercially available products of the above dispersants include BYPER's DISPERBYK-101, DISPERBYK-130, DISPERBYK-140, DISPERBYK-160, DISPERBYK-161, DISPERBYK-162, DISPERBYK-163, DISPERBYK-164, DISPERBYK-165, DISPERBYK -166, DISPERBYK-170, DISPERBYK-171, DISPERBYK-182, DISPERBYK-2000, DISPERBYK-2001, and the like; EFKA-47, EFKA-47EA, EFKA-48, EFKA-49, EFKA-100, EFKA-400, EFKA-450, etc. of EFKA Chemical Co., Ltd .; Zenspera Solsperse 5000, Solsperse 12000, Solsperse 13240, Solsperse 13940, Solsperse 17000, Solsperse 20000, Solsperse 24000GR, Solsperse 27000, Solsperse 28000, and the like; Or PB711, PB821 from Ajinomoto.

The dispersant may be included in an amount of 0.1 wt% to 15 wt% based on the total amount of the photosensitive resin composition. When the dispersant is included in the above range, according to the dispersibility of the composition is excellent in stability, developability and patternability in the production of black bulkhead material.

The pigment may be used after pretreatment using a water-soluble inorganic salt and a humectant. When the pigment is used after the pretreatment, the average particle diameter of the pigment can be refined.

The pretreatment may be performed by kneading the pigment with a water-soluble inorganic salt and a wetting agent, and filtering and washing the pigment obtained in the kneading step.

The kneading may be carried out at a temperature of 40 ° C to 100 ° C, and the filtration and washing may be performed by washing the inorganic salt with water and the like followed by filtration.

Examples of the water-soluble inorganic salts include sodium chloride and potassium chloride, but are not limited thereto. The wetting agent serves as a medium through which the pigment and the water-soluble inorganic salt are uniformly mixed so that the pigment can be easily pulverized. Examples thereof include ethylene glycol monoethyl ether, propylene glycol monomethyl ether, diethylene glycol monomethyl ether, and the like. Alkylene glycol monoalkyl ethers; Alcohols such as ethanol, isopropanol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol, polyethylene glycol, glycerin polyethylene glycol, and the like, and the like, and these may be used alone or in combination of two or more thereof.

The pigment passed through the kneading step may have an average particle diameter of 5 nm to 200 nm, such as 5 nm to 150 nm. When the average particle diameter of a pigment is in the said range, stability in a pigment dispersion liquid is excellent and there is no fear of the resolution fall of a pixel.

Specifically, the pigment may be used in the form of a pigment dispersion containing the dispersant and the solvent described later, the pigment dispersion may include a solid pigment, a dispersant and a solvent. The solid pigment may be included in an amount of 5 wt% to 40 wt%, such as 8 wt% to 30 wt%, based on the total amount of the pigment dispersion.

The black colorant may be included in an amount of 1 wt% to 20 wt%, such as 2 wt% to 15 wt%, based on solids, based on the total amount of the photosensitive resin composition. For example, the black colorant may be included in an amount of 15 wt% to 50 wt%, such as 20 wt% to 40 wt%, based on the pigment dispersion based on the total amount of the photosensitive resin composition. When the black colorant is included in the above range, the coloring effect and development performance is excellent.

(C) Photopolymerizable  Monomer

The photopolymerizable monomer in the photosensitive resin composition according to one embodiment may be a single compound or a mixture of two different compounds.

When the photopolymerizable monomer is a mixture of two different compounds, any one of the two compounds may be a compound including at least two or more functional groups represented by the following general formula (4).

 [Formula 4]

In Chemical Formula 4,

R ⁶ is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,

L ⁸ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group.

For example, the compound including at least two or more functional groups represented by Formula 4 may include 2 to 6 functional groups represented by Formula 4. In this case, a sufficient polymerization can be caused during exposure in the pattern forming step to form a pattern excellent in heat resistance, light resistance and chemical resistance.

For example, the compound including at least two or more functional groups represented by Formula 4 may be a compound represented by Formula 5 or Formula 6.

[Formula 5]

[Formula 6]

In Chemical Formulas 5 and 6,

p, q, r and s are each independently an integer of 1 to 10.

When the photopolymerizable monomer is a mixture of two different compounds, the other one of the two compounds may be a monofunctional or polyfunctional ester compound of (meth) acrylic acid having at least one ethylenically unsaturated double bond. have.

The monofunctional or polyfunctional ester compound of (meth) acrylic acid having at least one ethylenically unsaturated double bond may be, for example, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di ( Meth) acrylate, propylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, bisphenol A di (meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol hexa (meth) acrylate, dipenta Erythritol di (meth) acrylate, dipentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylic Y, bisphenol A epoxy (meth) acrylate, ethylene glycol monomethyl ether (meth) acrylate, trimethylolpropane tri (meth) acrylate, tris (meth) acryloyloxyethyl phosphate, novolac epoxy (meth) acrylic Rate or a combination thereof.

A commercially available product of the monofunctional or polyfunctional ester compound of (meth) acrylic acid having at least one ethylenically unsaturated double bond is as follows. The (meth) acrylic acid is one example of a polyfunctional ester, doah Gosei cultivating the T (weeks)社Aronix M-101 ^®, the same M-111 ^®, the same M-114 ^®, and the like; Nihon Kayaku Co., Ltd., KAYARAD TC-110S ^® , TC-120S ^®, etc .; The V-158 ^® and V-2311 ^{® of} Osaka Yuki Chemical Co., Ltd. are mentioned. The (meth) transfer function of an example esters of acrylic acid are, doah Gosei cultivating the T (weeks)社of Aronix M-210 ^®, copper or the like M-240 ^®, the same M-6200 ^®; Nihon Kayaku Co., Ltd. KAYARAD HDDA ^® , HX-220 ^® , R-604 ^®, etc .; The V-260 ^® , V-312 ^® and V-335 HP ^{® of} Osaka Yuki Chemical Co., Ltd. are mentioned. Examples of the tri-functional ester of (meth) acrylic acid, doah Gosei the cultivating T (weeks)社of Aronix M-309 ^®, the same M-400 ^®, the same M-405 ^®, the same M-450 ^®, Dong M -7100 ^® , M-8030 ^® , M-8060 ^®, etc .; Nippon Kayaku Co., Ltd. KAYARAD TMPTA ^® , DPCA-20 ^® , East-30 ^® , East-60 ^® , East-120 ^®, etc .; Osaka yukki Kayaku high (primary)社of V-295 ^®, copper ^® -300, -360 ^® copper, copper -GPT ^®, copper -3PA ^®, and the like copper -400 ^®. The above products can be used alone or in combination of two or more.

The photopolymerizable monomer may be used by treating with an acid anhydride in order to impart better developability.

The photopolymerizable monomer may be included in an amount of 0.5 wt% to 10 wt%, such as 1 wt% to 5 wt%, based on the total amount of the photosensitive resin composition. When the photopolymerizable monomer is included in the above range, curing occurs sufficiently during exposure in the pattern forming process, thereby providing excellent reliability, excellent heat resistance, light resistance and chemical resistance of the pattern, and excellent resolution and adhesion.

(D) Photopolymerization Initiator

The photosensitive resin composition according to one embodiment includes a photopolymerization initiator. The photopolymerization initiator may be an acetophenone compound, a benzophenone compound, a thioxanthone compound, a benzoin compound, a triazine compound, an oxime compound, or the like.

Examples of the acetophenone-based compound include 2,2'-diethoxy acetophenone, 2,2'-dibutoxy acetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloro acetophenone, pt -Butyldichloro acetophenone, 4-chloro acetophenone, 2,2'-dichloro-4-phenoxy acetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane-1 -One, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, etc. are mentioned.

Examples of the benzophenone-based compound include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis (dimethyl amino) benzophenone, 4,4 '-Bis (diethylamino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone and the like.

Examples of the thioxanthone-based compound include thioxanthone, 2-chloro thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diiso Propyl thioxanthone, etc. are mentioned.

Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyldimethyl ketal and the like.

Examples of the triazine-based compound include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis (trichloromethyl) -s-triazine and 2- (3 ', 4'- Dimethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2-biphenyl 4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho1-yl) -4,6 -Bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphtho1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2-4-bis (trichloro Romethyl) -6-piperonyl-s-triazine, 2-4-bis (trichloromethyl) -6- (4-methoxystyryl) -s-triazine, and the like.

Examples of the oxime compounds include O-acyl oxime compounds, 2- (O-benzoyl oxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione, 1- (O-acetyl oxime) -1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one and the like Can be used. Specific examples of the O-acyl oxime compound include 1,2-octanedione, 2-dimethylamino-2- (4-methylbenzyl) -1- (4-morpholin-4-yl-phenyl) -butane -1-one, 1- (4-phenylsulfanylphenyl) -butane-1,2-dione-2-oxime-O-benzoate, 1- (4-phenylsulfanylphenyl) -octane-1,2- Dione-2-oxime-O-benzoate, 1- (4-phenylsulfanylphenyl) -octane-1-one oxime-O-acetate and 1- (4-phenylsulfanylphenyl) -butan-1-one oxime -O-acetate can be used.

In addition to the compound, the photopolymerization initiator may be a carbazole compound, a diketone compound, a sulfonium borate compound, a diazo compound, an imidazole compound, a biimidazole compound, or the like.

The photopolymerization initiator may be included in an amount of 0.1 wt% to 5 wt%, such as 0.1 wt% to 3 wt%, based on the total amount of the photosensitive resin composition. When the photopolymerization initiator is included in the above range, the photopolymerization occurs sufficiently during exposure in the pattern forming process for manufacturing the color filter, so that the sensitivity is excellent and the transmittance is improved.

(E) solvent

The solvent may be a material having a compatibility with the pigment dispersion, including the black colorant, the binder resin, the photopolymerizable monomer and the photopolymerization initiator, but does not react.

Examples of the solvent include alcohols such as methanol and ethanol; Ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether and tetrahydrofuran; Glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and ethylene glycol dimethyl ether; Cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate and diethyl cellosolve acetate; Carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether and diethylene glycol diethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate; Aromatic hydrocarbons such as toluene and xylene; Ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone and 2-heptanone ; Saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate and isobutyl acetate; Lactic acid esters such as methyl lactate and ethyl lactate; Alkyl oxyacetates such as methyl oxyacetate, ethyl oxyacetate and butyl oxyacetate; Alkoxy acetate alkyl esters, such as methoxy methyl acetate, methoxy ethyl acetate, methoxy butyl acetate, ethoxy methyl acetate, and ethoxy acetate; 3-oxypropionate alkyl esters, such as methyl 3-oxypropionate and ethyl 3-oxypropionate; 3-alkoxy propionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate and methyl 3-ethoxypropionate; 2-oxypropionate alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate and propyl 2-oxypropionate; Alkyl alkoxypropionates such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate and methyl 2-ethoxypropionate; 2-oxy-2-methylpropionate esters, such as 2-oxy-2-methyl propionate and 2-oxy-2-methylpropionate, methyl 2-methoxy-2-methylpropionate and 2-ethoxy-2- Monooxy monocarboxylic acid alkyl esters of alkyl alkoxy-2-methylpropionates such as methyl methyl propionate; Esters such as ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, ethyl hydroxyacetate and methyl 2-hydroxy-3-methylbutanoate; Ketone acid esters such as ethyl pyruvate and the like, and N-methylformamide, N, N-dimethylformamide, N-methylformanilade, N-methylacetamide, and N, N-dimethylacetamide , N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, benzoic acid High boiling point solvents, such as ethyl, diethyl oxalate, diethyl maleate, (gamma) -butyrolactone, ethylene carbonate, a propylene carbonate, and phenyl cellosolve acetate, are mentioned.

Among them, glycol ethers such as ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, etc. in consideration of compatibility and reactivity; Ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; Esters such as 2-hydroxyethyl propionate; Carbitols such as diethylene glycol monomethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate can be used.

The solvent may be included in a balance, such as 30 wt% to 70 wt%, based on the total amount of the photosensitive resin composition. When the solvent is included in the above range, as the photosensitive resin composition has an appropriate viscosity, processability in manufacturing the black pixel partition layer is excellent.

(F) other additives

Meanwhile, the photosensitive resin composition may further include additives of malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a surfactant, a radical polymerization initiator, or a combination thereof.

The silane coupling agent may have a reactive substituent such as a vinyl group, a carboxyl group, a methacryloxy group, an isocyanate group, an epoxy group, or the like to improve adhesion to a substrate.

Examples of the silane coupling agent include trimethoxysilylbenzoic acid, γ-methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, and γ-glycol. Cidoxypropyl trimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, etc. are mentioned, These can be used individually or in mixture of 2 or more types.

The silane coupling agent may be included in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the photosensitive resin composition. When the silane coupling agent is included in the above range, it is excellent in adhesion, storage property and the like.

In addition, the photosensitive resin composition may further include a surfactant, a surfactant, for example, a fluorine-based surfactant and / or a silicone-based surfactant, in order to improve coating properties and prevent defects.

Examples of the fluorine-based surfactants include BM-1000 ^® , BM-1100 ^® , and the like from BM Chemie Co .; Mechapack F 142D ^® , F 172 ^® , F 173 ^® , F 183 ^® , F 554 ^®, etc. from Dai Nippon Inki Chemical Co., Ltd .; Prorad FC-135 ^® , FC-170C ^® , FC-430 ^® , FC-431 ^®, etc. of Sumitomo 3M Co., Ltd .; Saffron S-112 ^® , S-113 ^® , S-131 ^® , S-141 ^® , S-145 ^{® from} Asahi Glass Co., Ltd .; May be selected from commercially available under the name, such as Toray Silicone ^® (Note)社SH-28PA, the copper ^® -190, copper ^{-193 ®, SZ-6032 ®,} SF-8428 ®.

As the silicone surfactant, BYK-307, BYK-333, BYK-361N, BYK-051, BYK-052, BYK-053, BYK-067A, BYK-077, BYK-301, BYK-322, Commercially available products such as BYK-325 can be used.

The surfactant may be used in an amount of 0.001 part by weight to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition. When the surfactant is included in the above range, coating uniformity is secured, staining does not occur, and wetting of the IZO substrate or the glass substrate is excellent.

In addition, the photosensitive resin composition may be added a certain amount of other additives such as antioxidants, stabilizers, etc. within a range that does not impair the physical properties.

The photosensitive resin composition according to the exemplary embodiment may be positive or negative, but in order to more completely remove residues in the region where the pattern is exposed after exposure and development of the light-shielding composition, it is more negative. desirable.

Another embodiment provides a black pixel partition layer manufactured by exposing, developing, and curing the photosensitive resin composition described above.

The method of manufacturing the black pixel partition layer is as follows.

(1) application and coating film forming step

After apply | coating the said photosensitive resin composition to a desired thickness on the board | substrate, such as a glass substrate or an ITO board | substrate which gave predetermined | prescribed pretreatment, using a method, such as a spin or a slit coat method, a roll coat method, the screen printing method, an applicator method, 70 The photosensitive resin film is formed by heating at 1 to 10 minutes for 1 to 10 minutes to remove the solvent.

(2) exposure step

After the mask is formed to form a pattern necessary for the obtained photosensitive resin film, active rays of 200 nm to 500 nm are irradiated. As a light source used for irradiation, a low pressure mercury lamp, a high pressure mercury lamp, an ultra high pressure mercury lamp, a metal halide lamp, an argon gas laser, etc. can be used, and X-rays, an electron beam, etc. can also be used in some cases.

The exposure amount varies depending on the kind of each component of the composition, the compounding amount and the dry film thickness, but when using a high pressure mercury lamp, the exposure amount is 500 mJ / cm ² or less (by a 365 nm sensor).

(3) developing stage

In the developing method, following the exposure step, an alkaline aqueous solution is used as a developing solution to dissolve and remove unnecessary portions, thereby remaining only the exposed portions to form a pattern.

(4) post-processing steps

There is a post-heating step for obtaining an image pattern obtained by development in the above process in terms of heat resistance, light resistance, adhesion, crack resistance, chemical resistance, high strength and storage stability. For example, it may be heated for 1 hour in a convection oven at 250 ℃ after development.

Another embodiment provides a display device including the black pixel partition layer.

The display device may be an organic light emitting diode (OLED).

Hereinafter, preferred embodiments of the present invention are described. However, the following examples are only preferred embodiments of the present invention, and the present invention is not limited by the following examples.

( Example )

(Binder resin synthesis)

Synthesis Example  One

While passing nitrogen through a four-necked flask equipped with a stirrer, a thermostat, a nitrogen gas injection device, and a cooler, N-methyl-2-pyrrolidone (NMP) was added to 0.04 mol of the following Chemical Formula A so that the solid content was 20% by weight. It was dissolved at ℃.

When the solid is completely dissolved, a solution of N-methyl-2-pyrrolidone (NMP) dissolved in 0.02 mol of 20-% by weight of 5-noborene-2,3-dicarboxylhydride at 20% by weight for 30 minutes at room temperature Added dropwise. After reacting for 2 hours, pyridine (0.02 mol) was added, followed by reaction at 80 ° C. for 4 hours, and cooled to room temperature.

0.03 mol of Formula B was dissolved in NMP at 20 wt% and added dropwise for 30 minutes. After reacting for 4 hours, 0.04 mol of pyridine and 0.1 mol of acetic anhydride were added and reacted at 70 ° C. for 5 hours. After cooling to room temperature, precipitate was added dropwise to 5 times DIW of the total reaction solution for 3 hours. The slurry was filtered to obtain a wet cake. The wet cake was mixed with the same amount of DIW, stirred for 30 minutes, filtered five times, and dried in a vacuum oven at 80 ° C. for 48 hours.

To the flask was added 0.04 mol of trimellitic anhydride chloride and diethylene glycol ethyl methyl ether (EDM) was added to 20% by weight. The dried polymer was dissolved in EDM at 20% by weight, and then 0.06 mol of pyridine was added thereto. The solution was added dropwise to the flask at 0 ° C. for 1 hour. After completion of the dropwise addition, the temperature was gradually raised to 40 ° C. and reacted until the phenol group disappeared. After completion of the reaction, hydroxy ethyl acrylate was added 0.04 mol and reacted for 24 hours to react all of the hydroxyl ethyl acrylate and precipitated in 5-fold DIW of the total solution. The slurry was dissolved in EDM so as to be 20% by weight of theoretical solids, and then evaporated at 40 ° C. using a rotary evaporator until 500 ppm water was used to synthesize a binder resin represented by the following Chemical Formula 1-1. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-1 determined by GPC (Gel Permeation Chromatography) standard polystyrene conversion was 4,500 g / mol.

[Formula A]

[Formula B]

[Formula 1-1]

Synthesis Example  2

A binder resin represented by the following Chemical Formula 1-2 was synthesized in the same manner as in Synthesis Example 1, except that Chemical Formula C was used instead of Chemical Formula B. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-2 obtained in terms of Gel Permeation Chromatography (GPC) standard polystyrene was 5,200 g / mol.

[Formula C]

[Formula 1-2]

Synthesis Example  3

A binder resin represented by the following Chemical Formula 1-3 was synthesized in the same manner as in Synthesis Example 1, except that the following Chemical Formula D was used instead of Chemical Formula A. The weight average molecular weight of the binder resin represented by the following general formula (1) calculated by GPC (Gel Permeation Chromatography) standard polystyrene was 4,800 g / mol.

[Formula D]

[Formula 1-3]

Synthesis Example  4

A binder resin represented by the following Chemical Formula 1-4 was synthesized in the same manner as in Synthesis Example 1, except that Chemical Formula D was used instead of Chemical Formula A, and Chemical Formula C was used instead of Chemical Formula B. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-4, which was determined by GPC (Gel Permeation Chromatography) standard polystyrene conversion, was 4,300 g / mol.

[Formula 1-4]

Synthesis Example  5

While passing nitrogen through a four-necked flask equipped with a stirrer, a thermostat, a nitrogen gas injection device, and a cooler, N-methyl-2-pyrrolidone (NMP) was added to 0.04 mol of the following Chemical Formula A so that the solid content was 20% by weight. It was dissolved at ℃.

When the solid is completely dissolved, a solution of N-methyl-2-pyrrolidone (NMP) dissolved in 0.02 mol of 20-% by weight of 5-noborene-2,3-dicarboxylhydride at 20% by weight for 30 minutes at room temperature Added dropwise. After reacting for 2 hours, pyridine (0.02 mol) was added, followed by reaction at 80 ° C. for 4 hours, and cooled to room temperature.

0.03 mol of formula B was dissolved in NMP at 20 wt% and added dropwise for 30 minutes. After reacting for 4 hours, 0.04 mol of pyridine and 0.1 mol of acetic anhydride were added and reacted at 70 ° C. for 5 hours. After cooling to room temperature, precipitate was added dropwise to 5 times DIW of the total reaction solution for 3 hours. The slurry was filtered to obtain a wet cake. The wet cake was mixed with the same amount of DIW, stirred for 30 minutes, filtered five times, and dried in a vacuum oven at 80 ° C. for 48 hours.

Ethylene glycol dimethyl ether (EDM) / methanol 3/7 ratio was dissolved so that 20% by weight of the dried resin in the flask. Add 0.08 mol of KOH to the flask. The dissolved solution was then evaporated to remove the solvent completely to obtain dried potassium salt. Thereafter, EDM was added to 20 wt% of the flask and 0.09 mol of epichlorohydrin was added thereto. And it reacted at 90 degreeC for 24 hours. The reaction solution was precipitated with 5 times DIW, dried in a vacuum oven at 40 ° C. for 24 hours, dissolved in 20% by weight in toluene, 0.08 mol of acrylic acid, and reacted at 100 ° C. for 24 hours. After cooling to room temperature. Thereafter, 0.08 mol of phthalic anhydride was added and reacted for an additional 24 hours. The slurry was washed 5 times after precipitated in 5 times DIW of the solution. The slurry was dissolved in EDM so that it could be 20% by weight of theoretical solids, and then evaporated at 40 ° C. using a rotary evaporator until 500 ppm water was used to synthesize a binder resin represented by Chemical Formula 1-5. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-5, which was determined by GPC (Gel Permeation Chromatography) standard polystyrene conversion, was 5,500 g / mol.

[Formula 1-5]

Synthesis Example  6

A binder resin represented by the following Chemical Formula 1-6 was synthesized in the same manner as in Synthesis Example 5, except that Chemical Formula C was used instead of Chemical Formula B. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-6, which was determined by GPC (Gel Permeation Chromatography) standard polystyrene conversion, was 5,300 g / mol.

[Formula 1-6]

Synthesis Example  7

Except for using the formula (D) instead of the formula (A), in the same manner as in Synthesis example 5, a binder resin represented by the formula (1-7) was synthesized. The weight average molecular weight of the binder resin represented by the following general formula (1-7) calculated by GPC (Gel Permeation Chromatography) standard polystyrene was 4,000 g / mol.

[Formula 1-7]

Synthesis Example  8

A binder resin represented by the following Chemical Formula 1-8 was synthesized in the same manner as in Synthesis Example 5, except that Chemical Formula D was used instead of Chemical Formula A, and Chemical Formula C was used instead of Chemical Formula B. The weight average molecular weight of the binder resin represented by the following Chemical Formula 1-8, which was determined by GPC (Gel Permeation Chromatography) standard polystyrene conversion, was 4,800 g / mol.

[Formula 1-8]

Comparative Synthesis Example  One

While passing nitrogen through a four-necked flask equipped with a stirrer, a thermostat, a nitrogen gas injector, and a cooler, 86.6 g of N-methyl-2-pyrrolidone (NMP) was added thereto and 4,4 '(hexafluoroiso) 12.3 g of propylidene) diphthalic hydride (6-FDA) was added to dissolve it. When the solid was completely dissolved, 6.5g of 3-aminophenyl sulfone (3-DAS) was added thereto, followed by stirring at room temperature for 2 hours. Thereafter, 5.6 g of pyridine was added thereto, followed by stirring at 70 ° C. for 3 hours. After cooling the temperature in the reactor to room temperature, 1.6 g of 2-hydroethyl methacrylate (HEMA) was added and stirred for 6 hours. The reaction mixture was poured into 5 times DIW to form a precipitate, which was filtered, washed sufficiently with water and dried under vacuum at 30 ° C. for 24 hours. After dissolving the dried binder to 20% by weight in EDM, the evaporation was performed so that the moisture is 500 ppm or less, to synthesize a binder resin represented by the following formula (X-1). The weight average molecular weight of the binder resin represented by the following general formula (X-1) calculated by GPC (Gel Permeation Chromatography) standard polystyrene conversion was 5,200 g / mol.

[Formula X-1]

(Photosensitive resin composition production)

Example  1 to Example  8 and Comparative example  One

To the composition shown in Table 1, after dissolving the photopolymerization initiator in a solvent, it was stirred at room temperature for 2 hours. Binder resin and a photopolymerizable monomer were added here, and it stirred at room temperature for 1 hour. After adding a surfactant (other additive) and a black colorant thereto, the mixture was stirred at room temperature for 1 hour, and then the whole solution was stirred for 2 hours. The solution was filtered three times to remove impurities to prepare a photosensitive resin composition.

(Unit: g) Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Comparative Example 1 (A) binder resin (A-1) 4.5 - - - - - - - - (A-2) - 4.5 - - - - - - - (A-3) - - 4.5 - - - - - - (A-4) - - - 4.5 - - - - - (A-5) - - - - 4.5 - - - - (A-6) - - - - - 4.5 - - - (A-7) - - - - - - 4.5 - - (A-8) - - - - - - - 4.5 - (A-9) - - - - - - - - 4.5 (B) black colorant 30 30 30 30 30 30 30 30 30 (C) photopolymerizable monomer (C-1) 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 (C-2) 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 (D) photoinitiator 1.2 1.2 1.2 1.2 1.2 1.2 1.2 1.2 1.2 (E) solvent (E-1) 45.15 45.15 45.15 45.15 45.15 45.15 45.15 45.15 45.15 (E-2) 17.5 17.5 17.5 17.5 17.5 17.5 17.5 17.5 17.5 (F) other additives 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05

(A) binder resin

(A-1) Binder Resin of Synthesis Example 1

(A-2) Binder Resin of Synthesis Example 2

(A-3) Binder Resin of Synthesis Example 3

(A-4) Binder Resin of Synthesis Example 4

(A-5) Binder Resin of Synthesis Example 5

(A-6) Binder Resin of Synthesis Example 6

(A-7) Binder Resin of Synthesis Example 7

(A-8) Binder Resin of Synthesis Example 8

(A-9) Binder Resin of Comparative Synthesis Example 1

(B) black colorant

Lactam organic black pigment dispersion (CI-IM-126, SAKATA; 15% by weight of organic black pigment solids)

(C) Photopolymerizable  Monomer

(C-1) dipentaerythritol hexa (meth) acrylate (DPHA, Nippon Kayaku Co., Ltd.)

(C-2) A compound represented by the following formula (A) (LTM II, BASF Corporation)

[Formula A]

(In Formula A, r and s are each independently an integer of 2)

(D) Photopolymerization Initiator

Oxime initiator (NCI-831, ADEKA Corporation)

(E) solvent

(E-1) Propylene Glycol Monomethyl Ether Acetate (PGMEA, Sigma-Aldrich)

(E-2) Ethylene Glycol Dimethyl Ether (EDM, Sigma-Aldrich)

(F) other additives

Surfactant (BYK-307, BYK Chem)

evaluation

The photosensitive resin compositions according to Examples 1 to 8 and Comparative Example 1 were applied to 10 cm * 10 cm ITO glass (resistance 30 Ω), heated to a proxy type for 1 minute on a hot plate at 100 ° C, and then contact type for 1 minute. Heated to form a photosensitive resin film having a thickness of 1.2 μm. The photosensitive resin film-coated substrate was exposed using a mask engraved with a pattern of various sizes with an exposure unit (Ushio's UX-1200SM-AKS02) with a change in exposure dose, followed by a 2.38% TMAH solution (aqueous developer solution) at room temperature. ), And the exposed part was dissolved and removed, followed by washing with pure water for 50 seconds to form a pattern.

Sensitivity was confirmed by evaluating the energy to implement a 20 ㎛ pattern based on the pattern size measured using the Olympus MX51T-N633MU, and the results are shown in Table 2 below.

The substrate prepared during the sensitivity measurement was cured at 250 ° C. for 1 hour. After that, cross-sectional analysis was performed with a scanning electron microscope (S-4300 FE-SEM by Hitachi, Ltd.), and the taper angle was measured. The results are shown in Table 2 below.

Sensitivity (mJ / cm ² ) Taper Angle (°) Example 1 40 30 Example 2 35 29 Example 3 45 30 Example 4 40 31 Example 5 40 30 Example 6 35 28 Example 7 40 29 Example 8 40 27 Comparative Example 1 80 45

Through the above Table 2, the photosensitive resin composition according to an embodiment includes a binder resin including a repeating unit represented by Formula 1, and has a higher sensitivity and lower sensitivity than the photosensitive resin composition containing no binder resin. It can be seen that the taper angle can be maintained.

The present invention is not limited to the above embodiments, but may be manufactured in various forms, and a person skilled in the art to which the present invention pertains has another specific form without changing the technical spirit or essential features of the present invention. It will be appreciated that the present invention may be practiced as. Therefore, it should be understood that the embodiments described above are exemplary in all respects and not restrictive.

Claims (14)

(A) Binder resin containing a repeating unit represented by following formula (1);
(B) a black colorant;
(C) photopolymerizable monomer;
(D) photoinitiator; And
(E) solvent
Photosensitive resin composition comprising:
[Formula 1]

In Chemical Formula 1,
X ¹ is an oxygen atom, a sulfur atom or a substituted or unsubstituted C1 to C10 alkylene group,
L ¹ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,
R ¹ and R ² are each independently represented by the following formula (2),
[Formula 2]

In Chemical Formula 2,
L ² and L ⁴ are each independently * -C (= 0)-* or a substituted or unsubstituted C1 to C10 alkylene group,
L ³ is "C6 to C20 arylene group containing a hydroxy group or a carboxyl group at the terminal" or "C1 to C10 alkylene group containing a hydroxyl group or a carboxyl group at the terminal",
L ⁵ is a substituted or unsubstituted C1 to C10 alkylene group,
n1 is an integer of 0 or 1.
The method of claim 1,
L ³ is a photosensitive resin composition represented by Formula 2-1 or Formula 2-2:
[Formula 2-1]

[Formula 2-2]

In Chemical Formulas 2-1 and 2-2,
R ³ and R ⁴ are each independently a hydroxyl group or a carboxy group,
L ⁶ is an oxygen atom or * -OC (= O)-*.
The method of claim 1,
X ¹ is a "oxygen atom" or a "C1 to C10 alkylene group substituted with a C1 to C5 alkyl group substituted with a halogen element".
The method of claim 1,
L ¹ is a “single bond” or “C1 to C10 alkylene group substituted with C1 to C5 alkyl group substituted with halogen element”.
The method of claim 1,
The binder resin is a photosensitive resin composition comprising a functional group represented by the following formula (3) at the terminal:
[Formula 3]

In Chemical Formula 3,
L ⁷ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group,
R ⁵ is represented by the formula (2).
The method of claim 1,
The binder resin is a photosensitive resin composition having a weight average molecular weight of 3,000 g / mol to 20,000 g / mol.
The method of claim 1,
The black colorant is a photosensitive resin composition comprising an organic black pigment.
The method of claim 1,
The photopolymerizable monomer is a photosensitive resin composition comprising a compound containing at least two or more functional groups represented by the formula (4):
[Formula 4]

In Chemical Formula 4,
R ⁶ is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,
L ⁸ is a single bond or a substituted or unsubstituted C1 to C10 alkylene group.
The method of claim 8,
A compound comprising at least two or more functional groups represented by Formula 4 is a compound represented by the following formula (5) or formula (6):
[Formula 5]

[Formula 6]

In Chemical Formulas 5 and 6,
p, q, r and s are each independently an integer of 1 to 10.
The method of claim 1,
The said photosensitive resin composition is with respect to the photosensitive resin composition total amount.
1% to 20% by weight of the (A) binder resin;
1% to 20% by weight of the black colorant (B);
0.5 wt% to 10 wt% of the (C) photopolymerizable monomer;
0.1% to 5% by weight of the photopolymerization initiator (D); And
45.15% to 70% by weight of the solvent (E)
Photosensitive resin composition comprising a.
The method of claim 1,
The photosensitive resin composition further comprises an additive of malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a surfactant, a radical polymerization initiator, or a combination thereof.
Black pixel defining layer manufactured using the photosensitive resin composition of any one of Claims 1-11.
A display device comprising the black pixel partition layer of claim 12.
The method of claim 13,
The display device is an organic light emitting device (OLED).